What is the best way to travel from Chicago to Mississauga, ON?
Looking for a trip? Compare all the available Flights and Buses for the journey to Mississauga, ON from Chicago. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Mississauga, ON from Chicago?
You can get to Mississauga, ON with just $37 by taking a Bus from Greyhound US, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/6/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $51 per person are available. Travel duration is 12h 20m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/6/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 18h 15m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/6/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 18h 15m
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Greyhound US14h 30m01:45 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 3/6/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 14h 30m
Cheapest Buses Friday
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station6:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/7/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/8/2026 6:15:00 AM. 50 Economy ticket for $45 per person are available. Travel duration is 12h 20m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren6:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/7/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/8/2026 6:15:00 AM. 50 Economy ticket for $56 per person are available. Travel duration is 18h 15m
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Greyhound US14h 30m01:45 PMChicago95th Red Line Station6:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 3/7/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/8/2026 6:15:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 14h 30m
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FlixBus27h 25m011:50 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 3/7/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 27h 25m
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Spirit Airlines30h 37m09:18 AMChicago Midway AirportChicago Midway Airport5:55 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Spirit Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/7/2026 9:18:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/8/2026 5:55:00 PM. 50 Economy ticket for $304 per person are available. Travel duration is 30h 37m
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CargoLogicAir1h 42m012:45 PMChicago Midway AirportChicago Midway Airport3:27 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/7/2026 12:45:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/7/2026 3:27:00 PM. 50 Economy ticket for $333 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m012:45 PMChicago Midway AirportChicago Midway Airport3:27 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/7/2026 12:45:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/7/2026 3:27:00 PM. 50 Economy ticket for $334 per person are available. Travel duration is 1h 42m
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Frontier Airlines23h 15m012:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center1:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/7/2026 12:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/8/2026 1:20:00 PM. 50 Economy ticket for $339 per person are available. Travel duration is 23h 15m
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American Airlines11h 24m08:54 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:18 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/7/2026 8:54:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/8/2026 10:18:00 AM. 50 Economy ticket for $387 per person are available. Travel duration is 11h 24m
Cheapest Buses Saturday
Cheapest Flights Saturday
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/8/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 18h 15m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/8/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 18h 15m
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FlixBus28h 25m011:50 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 3/8/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 28h 25m
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/8/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 12h 20m
Cheapest Buses Sunday
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/9/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $42 per person are available. Travel duration is 12h 20m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/9/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $55 per person are available. Travel duration is 18h 15m
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Greyhound US14h 30m01:45 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 3/9/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 14h 30m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/9/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 18h 15m
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United Airlines1h 48m07:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/9/2026 7:10:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 9:58:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 1h 48m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/9/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 1:42:00 PM. 50 Economy ticket for $133 per person are available. Travel duration is 1h 42m
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Westjet Airlines7h 29m012:00 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:29 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/9/2026 12:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 8:29:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 7h 29m
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Frontier Airlines21h 30m012:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:35 AMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/9/2026 12:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 10:35:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 21h 30m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/9/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 1:42:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 42m
Cheapest Buses Monday
Cheapest Flights Monday
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/10/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/11/2026 5:15:00 AM. 50 Economy ticket for $37 per person are available. Travel duration is 12h 20m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/10/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/11/2026 5:15:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 18h 15m
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Frontier Airlines27h 44m06:36 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 6:36:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/11/2026 11:20:00 PM. 50 Economy ticket for $85 per person are available. Travel duration is 27h 44m
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Spirit Airlines26h 4m08:16 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 8:16:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/11/2026 11:20:00 PM. 50 Economy ticket for $86 per person are available. Travel duration is 26h 4m
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United Airlines1h 48m07:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 7:10:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 9:58:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 1h 48m
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Westjet Airlines6h 42m09:35 AMChicago Midway AirportChicago Midway Airport5:17 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/10/2026 9:35:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 5:17:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 6h 42m
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Porter Airlines1h 44m08:12 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:56 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Porter Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 8:12:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 10:56:00 AM. 50 Economy ticket for $189 per person are available. Travel duration is 1h 44m
Cheapest Buses Tuesday
Cheapest Flights Tuesday
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FlixBus28h 25m011:50 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 3/12/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/14/2026 5:15:00 AM. 50 Economy ticket for $67 per person are available. Travel duration is 28h 25m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/12/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 1:42:00 PM. 50 Economy ticket for $75 per person are available. Travel duration is 1h 42m
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United Airlines1h 48m07:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/12/2026 7:10:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 9:58:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 1h 48m
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Frontier Airlines13h 5m09:15 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/12/2026 9:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 11:20:00 PM. 50 Economy ticket for $110 per person are available. Travel duration is 13h 5m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/12/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 1:42:00 PM. 50 Economy ticket for $115 per person are available. Travel duration is 1h 42m
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Westjet Airlines5h 29m09:30 AMChicago Midway AirportChicago Midway Airport3:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/12/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 3:59:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 5h 29m
Cheapest Buses Thursday
Cheapest Flights Thursday
What are the fastest trips from Chicago to Mississauga, ON?
You can get to Mississauga, ON from Chicago in just 1h 42m with a Flight from CargoLogicAir. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/6/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $51 per person are available. Travel duration is 12h 20m
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Greyhound US14h 30m01:45 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 3/6/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 14h 30m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/6/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 18h 15m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/6/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/7/2026 5:15:00 AM. 50 Economy ticket for $65 per person are available. Travel duration is 18h 15m
Fastest Buses Friday
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CargoLogicAir1h 42m012:45 PMChicago Midway AirportChicago Midway Airport3:27 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/7/2026 12:45:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/7/2026 3:27:00 PM. 50 Economy ticket for $333 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m012:45 PMChicago Midway AirportChicago Midway Airport3:27 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/7/2026 12:45:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/7/2026 3:27:00 PM. 50 Economy ticket for $334 per person are available. Travel duration is 1h 42m
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American Airlines11h 24m08:54 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:18 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/7/2026 8:54:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/8/2026 10:18:00 AM. 50 Economy ticket for $387 per person are available. Travel duration is 11h 24m
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Frontier Airlines23h 15m012:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center1:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/7/2026 12:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/8/2026 1:20:00 PM. 50 Economy ticket for $339 per person are available. Travel duration is 23h 15m
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Spirit Airlines30h 37m09:18 AMChicago Midway AirportChicago Midway Airport5:55 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Spirit Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/7/2026 9:18:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/8/2026 5:55:00 PM. 50 Economy ticket for $304 per person are available. Travel duration is 30h 37m
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station6:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/7/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/8/2026 6:15:00 AM. 50 Economy ticket for $45 per person are available. Travel duration is 12h 20m
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Greyhound US14h 30m01:45 PMChicago95th Red Line Station6:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 3/7/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/8/2026 6:15:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 14h 30m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren6:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/7/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/8/2026 6:15:00 AM. 50 Economy ticket for $56 per person are available. Travel duration is 18h 15m
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FlixBus27h 25m011:50 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 3/7/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 27h 25m
Fastest Flights Saturday
Fastest Buses Saturday
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/8/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 12h 20m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/8/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 18h 15m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/8/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/9/2026 5:15:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 18h 15m
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FlixBus28h 25m011:50 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 3/8/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 28h 25m
Fastest Buses Sunday
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/9/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 1:42:00 PM. 50 Economy ticket for $133 per person are available. Travel duration is 1h 42m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/9/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 1:42:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 42m
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United Airlines1h 48m07:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/9/2026 7:10:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 9:58:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 1h 48m
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Westjet Airlines7h 29m012:00 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:29 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/9/2026 12:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/9/2026 8:29:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 7h 29m
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Frontier Airlines21h 30m012:05 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:35 AMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/9/2026 12:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 10:35:00 AM. 50 Economy ticket for $151 per person are available. Travel duration is 21h 30m
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/9/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $42 per person are available. Travel duration is 12h 20m
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Greyhound US14h 30m01:45 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 3/9/2026 1:45:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 14h 30m
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Greyhound US18h 15m010:00 AMChicagoCanal & Van Buren5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 3/9/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $55 per person are available. Travel duration is 18h 15m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/9/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/10/2026 5:15:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 18h 15m
Fastest Flights Monday
Fastest Buses Monday
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Porter Airlines1h 44m08:12 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:56 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Porter Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 8:12:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 10:56:00 AM. 50 Economy ticket for $189 per person are available. Travel duration is 1h 44m
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United Airlines1h 48m07:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 7:10:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 9:58:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 1h 48m
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Westjet Airlines6h 42m09:35 AMChicago Midway AirportChicago Midway Airport5:17 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/10/2026 9:35:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/10/2026 5:17:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 6h 42m
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Spirit Airlines26h 4m08:16 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 8:16:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/11/2026 11:20:00 PM. 50 Economy ticket for $86 per person are available. Travel duration is 26h 4m
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Frontier Airlines27h 44m06:36 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/10/2026 6:36:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/11/2026 11:20:00 PM. 50 Economy ticket for $85 per person are available. Travel duration is 27h 44m
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Greyhound US12h 20m03:55 PMChicagoDowntown Bus Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 3/10/2026 3:55:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/11/2026 5:15:00 AM. 50 Economy ticket for $37 per person are available. Travel duration is 12h 20m
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Greyhound US18h 15m010:00 AMChicagoUnion Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 3/10/2026 10:00:00 AM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/11/2026 5:15:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 18h 15m
Fastest Flights Tuesday
Fastest Buses Tuesday
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/12/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 1:42:00 PM. 50 Economy ticket for $75 per person are available. Travel duration is 1h 42m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/12/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 1:42:00 PM. 50 Economy ticket for $115 per person are available. Travel duration is 1h 42m
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United Airlines1h 48m07:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:58 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/12/2026 7:10:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 9:58:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 1h 48m
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Westjet Airlines5h 29m09:30 AMChicago Midway AirportChicago Midway Airport3:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 3/12/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 3:59:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 5h 29m
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Frontier Airlines13h 5m09:15 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:20 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 3/12/2026 9:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 3/12/2026 11:20:00 PM. 50 Economy ticket for $110 per person are available. Travel duration is 13h 5m
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FlixBus28h 25m011:50 PMChicago95th Red Line Station5:15 AMMississauga, ONCity Centre Dr / Duke of York Blvd0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 3/12/2026 11:50:00 PM to City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) arriving at 3/14/2026 5:15:00 AM. 50 Economy ticket for $67 per person are available. Travel duration is 28h 25m
Fastest Flights Thursday
Fastest Buses Thursday
Here you will find all operators and timetables for a
Bus from Chicago to Mississauga, ON
What are the most popular stations in Chicago and Mississauga, ON?
In Chicago, you will usually depart from California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, while in Mississauga, ON you will be arriving at City Centre Dr / Duke of York Blvd, Winston Churchill Bus Station or Mavis Rd At Cantay Rd Bus Stop, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Mississauga, ON from Chicago? With 7 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Chicago and Mississauga, ON, you can pay as low as $37 with a Bus from Greyhound US.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from CargoLogicAir: you will get to Mississauga, ON in just 1h 42m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Chicago and Mississauga, ON are Greyhound US, FlixBus and Porter Airlines, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Chicago and Mississauga, ON is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Cicero, IL or to Pearson Toronto Airport, and look at flights from Chicago Midway Airport, and landing at Pearson Toronto Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Chicago to Mississauga, ON?
The most popular companies between Chicago and Mississauga, ON, are Greyhound US, FlixBus and Porter Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: Porter Airlines, Frontier Airlines, United Airlines and 5 more.
All you need to know when you travel from Chicago to Mississauga, ON
Check all information on comfort and services on all modes of transports from Chicago to Mississauga, ON. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Chicago to Mississauga, ON
How can I reach Mississauga, ON from Chicago?
Every day, there are on average 7 connections between Flight and Bus, with which you can get to Mississauga, ON from Chicago.
How far is Mississauga, ON from Chicago?
The distance between Chicago and Mississauga, ON is 422.6 miles.
What is the most ecofriendly mode of transport between Chicago and Mississauga, ON?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 18 kgs of CO2, a train 24 kgs, a car 116 kgs, and a flight 167 kgs.
What is the cheapest mode of transport from Chicago to Mississauga, ON?
You can get to Mississauga, ON with just $37 by taking a Bus from Greyhound US.
What is the fastest way to get from Chicago to Mississauga, ON?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Mississauga, ON in just 1h 42m with a Flight from CargoLogicAir.
More routes to Chicago and to Mississauga, ON
Looking for more options? Here you can see the most popular routes to Chicago and to Mississauga, ON. Simply click on a connection, and you’ll find all the details about the route!
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